Introduction：Basic information about alpha-Angelica lactone CAS 591-12-8, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
alpha-Angelica lactone Basic information
| Product Name: | alpha-Angelica lactone |
| Synonyms: | 3-PENTEN-4-OLIDE;4-HYDROXY-3-PENTANOIC ACID GAMMA-LACTONE;4-HYDROXY-3-PENTENOIC ACID GAMMA-LACTONE;4-HYDROXY-3-PENTENOIC ACID G-LACTONE;4-HYDROXY-3-PENTENOIC ACID LACTONE;2,3-Dihydro-5-methyl-2-furanone;3-Pentenoic acid, 4-hydroxy-, gamma-lactone;4-hydroxy-3-pentenoicacigamma-lactone |
| CAS: | 591-12-8 |
| MF: | C5H6O2 |
| MW: | 98.1 |
| EINECS: | 209-701-8 |
| Product Categories: | Miscellaneous Natural Products |
| Mol File: | 591-12-8.mol |
|
alpha-Angelica lactone Chemical Properties
| Melting point | 13-17 °C(lit.) |
| Boiling point | 55-56 °C12 mm Hg(lit.) |
| density | 1.092 g/mL at 25 °C(lit.) |
| FEMA | 3293 | 4-HYDROXY-3-PENTENOIC ACID LACTONE |
| refractive index | n20/D 1.448(lit.) |
| Fp | 155 °F |
| storage temp. | 2-8°C |
| solubility | Chloroform, Ethyl Acetate |
| pka | pK1:4.3 (25°C) |
| form | Oil |
| color | Clear Light Yellow |
| Specific Gravity | 1.101.092 |
| Odor | at 10.00 % in dipropylene glycol. sweet solvent nutty tonka coumarin tobacco |
| Odor Type | coconut |
| biological source | synthetic |
| Water Solubility | 5 g/100 mL (25 ºC) |
| Merck | 14,647 |
| JECFA Number | 221 |
| BRN | 108394 |
| Major Application | flavors and fragrances |
| Cosmetics Ingredients Functions | PERFUMING |
| InChI | 1S/C5H6O2/c1-4-2-3-5(6)7-4/h2H,3H2,1H3 |
| InChIKey | QOTQFLOTGBBMEX-UHFFFAOYSA-N |
| SMILES | CC1=CCC(=O)O1 |
| LogP | 0.84 |
| CAS DataBase Reference | 591-12-8(CAS DataBase Reference) |
| NIST Chemistry Reference | 2(3H)-Furanone, 5-methyl-(591-12-8) |
| EPA Substance Registry System | 5-Methyl-2(3H)-furanone (591-12-8) |
Safety Information
| Safety Statements | 24/25 |
| RIDADR | NA 1993 / PGIII |
| WGK Germany | 2 |
| RTECS | LU5075000 |
| F | 10-21 |
| TSCA | TSCA listed |
| HS Code | 29322090 |
| Storage Class | 10 - Combustible liquids |
| Hazard Classifications | Skin Sens. 1 |
| Toxicity | LD50 orl-mus: 2800 mg/kg DCTODJ 3,249,80 |
alpha-Angelica lactone Usage And Synthesis
| Chemical Properties | clear colorless to straw yellow liquid |
| Chemical Properties | α-Angelica lactone has a sweet, herbaceous odor reminiscent of tobacco. |
| Occurrence | Reported found in grape, white bread, soy bean and licorice. |
| Uses | alpha-Angelicalactone acts as acancer chemopreventive agent. It is used in the synthesis of glutathione and the activity of glutathione-S-transferase and UDP-glucunonosyltransferase detoxification enzymes in esophagus, stomach, intestine, and liver. It is used in oral care formulations to round out mint notes and in coffee flavors. |
| Preparation | By dry distillation of levulinic acid |
| Definition | ChEBI: Alpha-angelica lactone is an angelica lactone and a butenolide. It is functionally related to a but-3-en-4-olide. It is a tautomer of a beta-angelica lactone. |
| Application | alpha-Angelica lactone finds occasional use in thereconstitution of essential oils. lts intenselysweet-herbaceous, almost tobacco-like odormakes this chemical interesting for applicationin new fragrance types. However, it would bewise to investigate its pharmacological anddermatological properties first. |
| Taste threshold values | Taste characteristics at 100 ppm: sweet, creamy, coconut, vanilla hay and coumarin-like nuances |
| General Description | α-Angelica lactone, a cyclic lactone that occurs naturally in tobacco, is generally used in tobacco flavoring. |
| Biochem/physiol Actions | Plant-derived cancer chemopreventive agent. Increases the synthesis of glutathione and the activity of glutathione-S-transferase and UDP-glucunonosyltransferase detoxification enzymes in esophagus, stomach, intestine, and liver. |
| Safety Profile | Moderately toxic by ingestion andintraperitoneal routes. When heated to decomposition itemits acrid smoke and irritating fumes. |
alpha-Angelica lactone Preparation Products And Raw materials
| Preparation Products | 5-methylenefuran-2(5H)-one-->2-Ethylfuran |
